Saccharin → Pseudosaccharin chloride

Participants

Reaction Steps

step 4—To a solution of saccharin (25, 5.0 g, 27 mmol) in dioxane (100 mL) was added thionyl chloride (3.0 mL, 41 mmol) and DMF (5 drops). The reaction mixture was heated at reflux for 2 d, and the lightly colored solution was cooled to RT. The solvent was removed in vacuo to afford 4.2 g of 26 as an off-white solid that was recrystallized from toluene: LCMS RT 2.6 min, M+H.

Provenance & Evidence